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Island Harbour Vacations

Pack those stellar shades. We have Island Harbour vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Island Harbour – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Island Harbour vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Island Harbour

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Island Harbour vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Island Harbour well.

Top Hotel Deals

See all 64 Hotels in Island Harbour
Anguilla Breeze

Anguilla Breeze

Island Harbour, Island Harbour
    4.0 out of 5.0
     
     

    Situated in Island Harbour, this villa is 0 mi (0 km) from Captain's Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Savanna Bay Beach ...

    Villa Exclusivity at Captain's Bay

    Villa Exclusivity at Captain's Bay

    #1 Captain's Bay, Island Harbour
      4.0 out of 5.0
       
       

      Nestled on the beach, this Island Harbour villa is within 3 mi (5 km) of Captain's Bay Beach, Island Harbor Beach, and Savanna Bay Beach. Scilly Cay is 2 mi ...

      Arawak Beach Inn

      Arawak Beach Inn

      Island Harbour Beach, Island Harbour
        2.5 out of 5.0
         
         

        Nestled on the beach, this Island Harbour hotel is within a 10-minute walk of Scilly Cay and Island Harbor Beach. Captain's Bay Beach and Savanna Bay Beach are ...

        Seawater Villa

        Seawater Villa

        Island Harbour, Island Harbour
          4.0 out of 5.0
           
           

          Situated on the beach, this villa is within a 15-minute walk of Island Harbor Beach and Scilly Cay. Captain's Bay Beach and Savanna Bay Beach are also within ...

          La Vue Boutique Inn

          La Vue Boutique Inn

          Back Street, South Hill
            3.5 out of 5.0
             
             

            Situated near the beach, this hotel is within 3 mi (5 km) of Rendezvous Bay Beach, Cove Bay, and Maundays Bay. Wallblake House is 2.9 mi (4.7 km) away.

            Carimar Beach Club

            Carimar Beach Club

            Meads Bay, West End Village
              3.5 out of 5.0
               
               

              Nestled on the beach, this West End Village hotel is within a 15-minute walk of Cove Bay and Maundays Bay. Rendezvous Bay Beach and Barnes Bay are also within ...

              Carimar Beach Club$275

              Carimar Beach Club$275
              Fountain Anguilla

              Fountain Anguilla

              The Fountain Road, Shoal Bay
                3.5 out of 5.0
                 
                 

                Situated near the beach, this condo building is 0.4 mi (0.7 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Sandy Hill ...

                Fountain Anguilla$165

                Fountain Anguilla$165
                Zemi Beach House Resort & Spa

                Zemi Beach House Resort & Spa

                Shoal Bay, Shoal Bay
                  5.0 out of 5.0
                   
                   

                  Nestled on the beach, this Shoal Bay resort is within 3 mi (5 km) of Shoal Bay Beach, Island Harbor Beach, and Scilly Cay. Sandy Hill Beach and Captain's Bay ...

                  Belmond Cap Juluca

                  Belmond Cap Juluca

                  Maundays Bay, West End Village
                    5.0 out of 5.0
                     
                     

                    Situated on the beach, this luxury hotel is within 3 mi (5 km) of Barnes Bay, Cove Bay, and Maundays Bay. Meads Bay and Rendezvous Bay Beach are also within ...

                    Malliouhana, An Auberge Resort

                    Malliouhana, An Auberge Resort

                    Malliouhana, West End Village
                      4.5 out of 5.0
                       
                       

                      Located in Long Bay Village, this beachfront resort is next to a golf course and within a 15-minute walk of Cove Bay and Maundays Bay. Rendezvous Bay Beach and ...

                      Malliouhana, An Auberge Resort$545

                      Malliouhana, An Auberge Resort$545

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.